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All 3 posts Subject: Stereoselective (S)-MDA synth via the Cyanohydrin Please login to post Down

Rhodium
(Chief Bee)
03-26-03 01:24
No 421261
User Picture       Stereoselective (S)-MDA synth via the Cyanohydrin
(Rated as: excellent)

Stereoselective Synthesis of (S)-3,4-Methylenedioxyamphetamines from (R)-Cyanohydrins
F. Effenberger & J. Jäger
Chem. Eur. J. 3(8),1370-1371 (1997) (https://www.rhodium.ws/pdf/mda.cyanohydrin.pdf)

A lot of interesting chemistry, including grignard alkylation of Piperonal cyanohydrin to form the corresponding phenylpropanolamine. Note that the intermediate amide 6 is of the same type as the one gotten from the reaction of norpseudoephedrine with potassium cyanate, and according to this ref it can be reduced to the amphetamine with 1 atm H₂.

If you are specifically interested in the generation of chiral cyanohydrins, the literature is filled to the brim with such procedures not using as exotic reagents like the enzyme used in this article.

hCiLdOdUeDn
(Hive Addict)
03-26-03 01:43
No 421271
User Picture       Awesome file

Where do you find your literature? smile

I must visit your library! blush

Chemistry is hard to learn, but its worth it.

Rhodium
(Chief Bee)
01-15-04 04:19
No 482487
      Optically Active Cyanohydrins Using Almond Meal
(Rated as: excellent)

Synthesis of Optically Active Cyanohydrins Using Almond Meal
P. Zandbergen, J. van der Linden, J. Brussee and A. van der Gen.
Synth. Commun. 21(12-13), 1387-1391 (1991) (https://www.rhodium.ws/chemistry/cyanohydrins.almond-meal.html)

Abstract
Asymmetric hydrocyanation of aldehydes was accomplished using almond meal, containing the enzyme oxynitrilase. Optically active cyanohydrins with high levels of enantiomeric purity were obtained following a simple procedure.

Other use for these chiral cyanohydrins: Post 403276 (java: "Synth of Ephedrine from protected Cyanohydrins", Methods Discourse)

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	All 3 posts		Subject: Stereoselective (S)-MDA synth via the Cyanohydrin		Please login to post		Down


		Rhodium (Chief Bee) 03-26-03 01:24 No 421261				Stereoselective (S)-MDA synth via the Cyanohydrin (Rated as: excellent)
						Stereoselective Synthesis of (S)-3,4-Methylenedioxyamphetamines from (R)-Cyanohydrins F. Effenberger & J. Jäger Chem. Eur. J. 3(8),1370-1371 (1997) (https://www.rhodium.ws/pdf/mda.cyanohydrin.pdf) A lot of interesting chemistry, including grignard alkylation of Piperonal cyanohydrin to form the corresponding phenylpropanolamine. Note that the intermediate amide 6 is of the same type as the one gotten from the reaction of norpseudoephedrine with potassium cyanate, and according to this ref it can be reduced to the amphetamine with 1 atm H₂. If you are specifically interested in the generation of chiral cyanohydrins, the literature is filled to the brim with such procedures not using as exotic reagents like the enzyme used in this article.



		hCiLdOdUeDn (Hive Addict) 03-26-03 01:43 No 421271				Awesome file
						Where do you find your literature? I must visit your library! Chemistry is hard to learn, but its worth it.



		Rhodium (Chief Bee) 01-15-04 04:19 No 482487				Optically Active Cyanohydrins Using Almond Meal (Rated as: excellent)
						Synthesis of Optically Active Cyanohydrins Using Almond Meal P. Zandbergen, J. van der Linden, J. Brussee and A. van der Gen. Synth. Commun. 21(12-13), 1387-1391 (1991) (https://www.rhodium.ws/chemistry/cyanohydrins.almond-meal.html) Abstract Asymmetric hydrocyanation of aldehydes was accomplished using almond meal, containing the enzyme oxynitrilase. Optically active cyanohydrins with high levels of enantiomeric purity were obtained following a simple procedure. Other use for these chiral cyanohydrins: Post 403276 (java: "Synth of Ephedrine from protected Cyanohydrins", Methods Discourse) ^{The Hive - Clandestine Chemists Without Borders}

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